The Unexpected Escort

By CurrentParameter

 

 

This is a work of fiction. Names, characters, places, and incidents are the product of the author’s imagination or are used fictitiously. Any resemblance to actual persons, living or dead, or actual events is purely coincidental.

 

 

Copyright © 2026 by CurrentParameter

 

currrentparameter@gmail.com

 

 

All rights reserved. No part of this publication may be reproduced, stored in a retrieval system, or transmitted in any form or by any means without prior written permission from the author.

 

1.0

 

Chapter 1 – Unexpected Escort

Chapter 2 – Weekend

Chapter 3 – Cottage

Chapter 4 – The Secretary

 

Chapter 1 – Unexpected Escort

 

Gregory Hale was sitting in the back of a cab traveling from the airport to his hotel. He is in town to visit his oldest daughter, Sophia, but since he arrived in the evening, they decided to meet up for breakfast the next morning.

 

He was proud of his two daughters. Sophia had graduated at the top of her class and was six months into her first job, working for an accounting firm. His youngest, Emma, was a year younger and is a Senior studying law. She hoped to continue her studies and become a lawyer.

 

Gregory thought back. His ex-wife left when the girls were young. They were well off, but he kept the purse strings tight to build his investments. He graduated from college with an investment degree and went to work at an investment company. At twenty-four, he was a rising star. When his grandfather died that same year, he left him several million dollars. He decided to invest it all. After a year, he realized that the conflict of interest restrictions imposed by the investment company on employees affected his ability to maximize returns on his own investments, so he decided to strike out on his own.

 

The first two years were lean, but he managed to scrape by. At twenty-nine, he was able to establish a comfortable lifestyle yet still invested as much as possible.

 

Then he met her, Teresa. She was nineteen. He met her in a bar. Drop dead gorgeous. They dated for a couple of months before she got pregnant. Thinking back, she likely did that on purpose. At his parents' request, he got a prenup, which she eagerly signed. They got married and had a second daughter a year later. He still kept money tight. He knew if he could keep maximizing his income into investments, in a couple of years, he could open the purse strings. However, Teresa was impatient, and when the oldest was five, she ran off with someone who was willing to spend money on her. She didn’t want to be burdened by her daughters, so she signed her parental rights over to Gregory. Fortunately, his parents were there to help him out with the girls. He had to travel frequently, and they were always eager babysitters for his trips.

 

He knew his daughters kept in touch with his ex, but he rarely saw her. The last time he saw her was at the oldest college graduation. He understood that she was bitter because he was now doing far better than her current husband.

 

He glanced at his watch. It is a few minutes to seven, and his stomach is telling him that he is getting hungry. He decided to call in room service for dinner, and then he called a contact on his phone.

 

He said, “Cheryl, how are you doing? It is Gregory Hale.”

 

Cheryl replied, “Gregory, it has been a while. How are you doing?”

 

Gregory replied, “I’m doing well. Do you still have a record of my preferences?”

 

Cherly laughed, “For a regular like you used to be? We keep anything that will make you happy.”

 

Gregory chucked, “Great, I’m looking for the ex-wife scenario. Do you have anyone like that?”

 

Cheryl paused for a minute. She finally said, “I have the perfect woman for you. Her name is Amber. How would you like her dressed?”

 

Gregory responded, “I was thinking high heels, very short skirt, nice tight top, showing off lots of cleavage.” He then noticed the cab driver looking in the rear-view mirror, looking at him with a grin on his face. He winked at him.

 

Cheryl said, “I’ll let her know. Any options?”

 

Gregory thought of his ex. He asked, “Does she do spanking and bareback blow jobs?”

 

Cheryl said, “She does. I will also send you a list of all her options in case you want to add more.”

 

Gregory told her the name of his hotel and that he would like to see her at nine o’clock for two hours. He would text the room number when he had it. He also told her to add it to his tab, just in case he needed other services during his weekend stay. Cheryl knew he was good for it and would text him the final amount on Monday, along with her bitcoin account number.

 

After he hung up, he thought of those early years as a single parent. He had tried to date when the girls were young, but when he thought a woman was at the stage to meet his daughters, things usually fell apart. His daughters turned out to be a good litmus test to see if the woman was interested in him or his money.

 

As he traveled frequently, he got his needs met by high-end escorts. Through colleagues and referrals from some of the escort firms, he had a contact in every major city.

 

When he got to the hotel, he texted his room number to Cheryl, ordered room service, and had a quick shower. As he ate, he reviewed the other options that “Amber” provided. He thought, “If I had the time, I would check some of those out.”

 

Finally, at nine o’clock, almost to the hour, there was a knock on the door. He opened the door and checked the woman out. He was a bit of a leg man, so he started with the four-inch heels she was wearing. She has nice, long legs and a very short skirt. She was wearing a tight top that not only provided a nice amount of cleavage, but also had a bare midriff, showing her toned stomach and belly button. He then looked at her face, finding an expression of horror.

 

She exclaimed, “Daddy?”

 

He responded, “Sophia!”

 

=======

 

A minute later, a crying Sophia was sitting on the bed, while Gregory paced. He yelled, “What the hell are you doing? I thought you were working as an accountant, not an escort.”

 

She said, “Daddy, sit, I can explain.”

 

He stared at her for a minute. One parenting skill that he always believed in was listening, so, although he was furious, he pulled out the desk chair and sat down. He gestured for her to start.

 

Sophia cleared her throat. She started, “You may not want to hear this, but I love sex. In college, I agreed with what you said that having a relationship can limit your options in the future after graduation. You may have to compromise if they get a job offer in one city and you get a dream job offer in another. So, instead of a boyfriend, I had a bunch of friends with benefits.”

 

Gregory commented, “Yeah, I probably don’t need to know that, but I didn’t need to know you were an escort either, so continue.”

 

Sophia sighed, “Everything was great in college. Since I knew the guys, I was always safe, but then after graduation, this job was in a location away from my usual partners, and I have needs. I tried some of the dating apps, but the guys were creeps, so I started going to hotel bars to try to pick up guys to hook up with. That was usually OK, but then one night, I saw a client of the firm. He was a bit older than you. He recognized me and we started to talk. He was easy to talk to.”

 

Sophia then paused. She asked, “Is there some water?”

 

Gregory opened the mini-bar, pulled out a bottle, and handed it to her. She took a drink. She continued, “Well, he started to talk about the loneliness of travel, and that it was nice to have someone to talk to. I asked what he usually did, and he confessed that he usually called for an escort. I smiled and offered to go back to his room.”

 

Sophia saw Gregory grimace. She offered, “He was really nice. It was actually the best time I had had in a month or so. At the end, as I was getting dressed, he offered the phone number for the escort agency, and I got in contact with Cheryl. I want to buy a condo, so this is helping me with the down payment.”

 

Gregory asked, “You could have asked for the money?”

 

Sophia put a hand on her father's leg. She smiled and said, “You brought up two independent women. We want to try and make it our own way, and besides, I mostly enjoy it. The clients are usually older, rich men or women. Yes, I do women. They are usually respectful. I feel safer than going to bars.”

 

Gregory asked, “Does your sister know?”

 

Sophia responded, “Yes, I told Emma. She is the emergency contact I gave Cheryl.”

 

Gregory sat and stared at her for a minute. He finally said, “Well, I know you and your sister, and I know that I won’t be able to change your mind, but I would like to give you the money so you can stop doing this.”

 

Sophia just stared at him.

 

Gregory sighed and said, “I had to try.”

 

Sophia stood and grabbed her bag. She hugged her father and said, “Thank you for trying to understand. I’ll be going now. I’ll see you in the morning.”

 

Gregory stood and asked, “Where are you going?”

 

Sophia said, “Back to my apartment.”

 

Gregory glanced at his watch and said, “But I still have ninety minutes.”

 

Sophia came to a stop and asked, “What do you mean?”

 

Gregory looked her up and down. He said, “I paid for an escort for two hours, and I still have 90 minutes left. Get your ass over here. I planned to start with a spanking.”

 

Sophia looked shocked and stated, “But you're my father!”

 

Gregory said, “I’m sure you have had other clients you didn’t want to sleep with, but you did.”

 

Sophia nodded.

 

He continued, “Well, I am paying for a service, and you were the one who came to deliver it, so I expect you, my independent daughter, to meet your obligations.”

 

Sophia knew her father. She stared at him for a minute and said, “Fine. What do you want me to do?”

 

Gregory smiled, “That’s the spirit.” He moved to the bed and sat on the edge. He then gestured to his lap. He said, “Bend over my lap, I’m going to give you a spanking.”

 

Sophia sighed and crawled onto his lap. She instructed, “Fine, but remember, no more than twenty, and I’ll tell you if it is too hard.”

 

Gregory sat and stared at the back of his daughter's skirt as she lay across his lap. Usually, when he picked someone who looked like his ex, he did the spanking as some strange way to feel like he was punishing his ex, but now, in this case, he was spanking her for her choice to escort. He thought that although fucking his daughter wasn’t something he wanted to do, as a parent, sometimes you have to do things you don’t want to do to teach them a lesson.

 

He lifted her skirt. He saw something. He said, “Wait, remove your thong.”

 

Sophia stood and pulled her thong down. She threw it on the desk and angrily asked, “Happy?”

 

He just smiled and patted his lap.

 

He ordered, “Count the spanks.”

 

She growled in response.

 

He spanked her fairly hard.

 

She said, “One.”

 

She didn’t complain about the strength of the spanks, so he continued until she reached ten. He then ordered, “Spread your legs.”

 

She hesitated but finally complied. He could feel the tension in her. He then slipped a hand between her legs and felt her sex. He could feel that she was hairless, but then, when roaming around, he felt a little landing strip.

 

She wasn’t wet, but he thought it was probably to be expected when your father is giving you a spanking. He rubbed her clit and then worked a finger into her. He felt her start to get wet as she relaxed and let out a moan. She must have remembered that he was her father again because he felt her body stiffen again.

 

He then returned to spanking her, and her ass had a nice red color by the time she had counted to twenty.

 

He then told her to sit on his lap and to kiss him. She kissed like a cold fish, so he commented, “Is that how you kiss all your clients?”

 

She sighed and kissed him better.

 

He then put a hand between her legs and pushed her legs apart. He slid a finger into her again and kissed her back. As he fingered her, her kissing got better. He told her, “That’s better.”

 

Then, as he continued to kiss her, he ran a hand across her stomach and then up to one of her breasts. He felt a nipple through her top and gently pinched it. She groaned into his mouth.

 

After they made out for a bit, he then ordered her to stand and to strip, but leave the heels on.

 

Sophia again paused, looking at him like she was hoping he would change his mind. Gregory tapped the face of his wristwatch to indicate that he was waiting.

 

She dropped the skirt and pulled the top over her head. She was still wearing a bra. He said, “All of it.”

 

She sighed and undid the bra, dropping it on the desk.

 

She then stood naked in front of him. He studied her for a few minutes as she nervously and impatiently stood. He twirled his finger in the air, and she slowly turned around.

 

Finally, Gregory commented, “You look so much like your mother. Probably why you were sent.” He then stood and walked up to her. he lifted her chin and kissed her while reaching down and cupping one of her C-cup breasts. He lightly flicked the nipple, which made her groan again. Gregory added, “Just like your mother, sensitive nipples.”

 

He then stepped back. He ordered, “Help me with my clothes.”

 

By this time, Sophia was in escort mode. She tried to block out that this was her father and just another client to service.

 

She helped him strip, and now, other than her heels, they were both looking at each other's naked bodies. Sophia had to admit that her father kept in pretty good shape. Her thoughts were interrupted by her father ordering, “On your knees.”

 

She reluctantly got on her knees and stared at her father's hard cock. She wondered how he could be getting hard when she was his daughter. Maybe he was thinking she was someone else as well.

 

She again blocked who he was and with one hand grabbed his cock while caressing his balls with the other. She remembered he picked the bare back option and took the head of his cock into her mouth and swirled her tongue around the tip.

 

Gregory moaned from the efforts of his daughter. He reflexively put a hand on the back of her head, and she started to bob up and down on his cock.

 

He then stopped her and moved onto the bed. She then crawled in as well and continued to suck on him.

 

Finally, he said, “I'm cumming.” He groaned and shot his load down her throat.

 

Sophia inwardly shook her head, not wanting to think she had just swallowed a load of her father's cum.

 

He then pulled her up and gave her a deep kiss.

 

She thought, “In for a penny.” She asked, “Do you mind if I take off the heels?”

 

Gregoy nodded. She removed them and then asked, “What do you want me to do next?” Normally, she just went with the flow and waited for the client to tell her to do something else, but with her father, she was so out of sorts that she wasn’t sure what to do.

 

He said, “Crawl up here and sit on my face, facing the headboard.”

 

She again sighed, but complied. She sat on his face and immediately felt his tongue working on her. She couldn’t help but groan with pleasure. She thought, “Fuck, I shouldn’t be enjoying this, but he's really good with his tongue.”

 

She unconsciously started to grind against his face as her hands kept her steady by holding onto the headboard. As she felt her first orgasm coming, she started to shift off, but his hands grabbed onto her ass and forced her back down. He kept up the assault on her pussy and clit, making her cum several times. Finally, after the last orgasm, she cried, “Please stop, I can’t take it anymore.”

 

He let go of her ass, and she fell beside him on the bed. She asked, “Where did you learn to do that?” and she hugged him, the kind that lovers give, not a father-daughter hug.

 

He responded to the hug and said, “Years of practice.”

 

He then got up and grabbed a condom. He put it on, and she asked, “Do we have to?”

 

He responded, “This is what you signed up for.”

 

She asked, “Can we do it doggy?”

 

He shook his head, “No, missionary, I want you to look into my eyes.”

 

He crawled on top of her and kissed her again. She felt the tip of his cock brushing up against her pussy.

 

He grabbed her hands and held them down above her head with one hand while reaching between his legs to position his cock. He looked into her eyes and asked, “Ready?”

 

She quickly nodded.

 

He then stared into her eyes as he slowly slid into her. It took several thrusts before he bottomed out, and then he started to slowly fuck her. He leaned down and started to kiss her neck. She reflexively moaned, closed her eyes, and arched her back.

 

She asked, “How do you know that is my spot?”

 

Gregory responded, “You are just like your mother.”

 

He then started to fuck her harder. She screamed as she came, and he shortly after came into the condom.

 

His cock popped out of her as he rolled off of her. He propped himself up on an elbow, staring at her. he ran a finger over her breasts. He asked, “How much do you still need for the down payment?”

 

She said, “About fifty thousand.”

 

He glanced at the clock and said, “I don’t think there is enough time for me to recover for another go.”

 

She looked at her father and kissed him on the nose as she usually did. She said, “Fine, I’ll go to the bathroom and clean up.”

 

He watched her naked ass as she walked to the bathroom, picking up her clothes as she went.

 

Gregory had a thought. He did a mental calculation and picked up his phone. He made a quick call.

 

He finished the call just as Sophia came out of the bathroom.

 

She looked much happier now that the session was over. She had put on a sweater from her bag. He thought she likely wore it to avoid drawing too much attention to what she was wearing.

 

She asked, “So, I guess I’ll see you in the morning.”

 

Gregory said, “Check your phone.”

 

She pulled out her phone, which just pinged with a message. She gasped as she read the message. She exclaimed, “You booked me through Monday morning?”

 

He smiled, “Just helping with the down payment. Now take your clothes off and get back into bed.”

 

 

Chapter 2 – Weekend

 

Sophia was in the bathroom thinking, “Thank God this is over. I can’t believe that he made me stay and fuck him.” She then paused as she pulled the brush through her hair. She looked in the mirror, “But I guess I deserved this. I have fucked some guys I wouldn’t normally want to, and he ordered someone that looked like me.” She then grinned, “Hate to say it, but that was the best fuck in a while.”

 

She then realized, “He wanted to fuck someone that looked like mom. Maybe he isn’t over her.”

 

She then put her brush back in her purse. She wondered, “Do I tell Emma? Would she understand me fucking our dad?”

 

She then walked out of the bathroom and asked, “So, I guess I’ll see you in the morning?”

 

Her father then said, “Check your phone.”

 

She pulled out her phone, which just pinged with a message. She gasped as she read the message. She exclaimed, “You booked me through Monday morning?”

 

He smiled, “Just helping with the down payment. Now take your clothes off and get back into bed.”

 

Sophia stared at her father. She said, “You can’t be serious.”

 

Gregory replied, “Well, you want your down payment. This is how you chose to earn it, and I feel better knowing that you are safe, earning it from me than from a stranger. I picked a few of your options, by the way. Sorry, but you had some listed that I’m not just into.”

 

Sophia checked her phone again. She examined the message more closely. She swore to herself at some of the options that her father chose. She thought, “Thank goodness he didn’t pick the golden shower option. I’m not proud of that, but some guys are willing to pay the $500 extra for it. At least I’m not going to get pissed on by my dad.”

 

She sighed, “Fine. I guess since we have already fucked, this can’t get much worse.”

 

Gregory pulled the covers open and patted the bed beside him.

 

She took her clothes off again and crawled in.

 

He said, “Ride me, cowgirl, and then we will go to sleep.”

 

She reached down and found his cock hard again. She reached over and got out another condom.

 

She put the condom on and then positioned herself to sit on his cock.

 

He placed his hands on her hips as his cock eventually slid fully into her.

 

She thought, “Fuck, my father's cock shouldn’t feel so good.”

 

As she started to fuck him, Gregory slid his hands up and down her body. Finally resting on her tits. As she worked away, he gently fondled her C-cup tits. Kneading them while brushing her nipples with his thumbs. She moaned from the sensations in her pussy and her breasts. She thought, “I think I’m going to cum again. Why is my father able to turn me on so much?”

 

Gregory was getting close. He took one hand from her amazing tits to start to finger her clit while she was still fucking him.

 

She came with a shudder as he touched her. She screamed, “Fuck!” over and over again. That drove him over the edge, and he shot his load into the condom.

 

She collapsed onto him, forgetting that he was her father. She started to kiss him, her tongue playing in his mouth.

 

Finally, she had the energy to lift herself up. She looked at him and reflexively said, “That was amazing.” Then looked at her father and realized what she had just said. She quickly got off him and ran to the bathroom.

 

Gregory stayed lying in bed, still recovering from the glow of his orgasm. Eventually, he pulled himself out of bed and removed the condom. He grabbed some tissues to clean himself up.

 

He called out, “I need to go in there?” His bladder was telling him it was time to take care of another need.”

 

The door opened, and Sophia came out, still naked. He looked at her and thought, “She looks so much like her mother.”

 

He noticed that it looked like she had been crying. He decided not to comment. He thought, “She was the one who signed up for this.”

 

When he came out, she was wearing an oversized sweatshirt and sweatpants. He looked at her questioningly.

 

She replied, “I couldn’t really go around wearing what you requested outside. This is bulky enough to hide what I was wearing. I usually find a bathroom at the hotel and remove it there, putting these in my bag.”

 

Gregory nodded as he walked, still naked, over to the desk and poured himself a glass of water.

 

She asked, “I know I am sleeping over. Do you mind if I wear this?”

 

Gregory stared at her. He ordered her for the weekend to extend the lesson. He replied, “You can wear the top. One of the options…”

 

Sophia cut him off, “…is the option to fuck me awake.” She then thought, “I need to go through what I allow again.”

 

She said, “Fine.”

 

Gregory crawled into bed. After a few minutes, she reluctantly crawled into bed with him.

 

Initially, she lay down on the other side of the bed, but in combination of Gregory shifting over and him pulling her close, eventually he was spooning behind her.

 

He asked, “Remember those nights when there was thunder and you and your sister were scared, and we slept together?”

 

Sophia snorted, “Yes, but you weren’t naked with your cock rubbing against my naked ass.”

 

Gregory chuckled. They eventually fell asleep.

 

=======

 

The next morning, Sophia woke confused, but then remembered where she was. She looked over, and her father had kicked off the sheets, leaving him completely uncovered. She looked at him and had to admit, “For his age, he is in much better shape than most of the men I have slept with.”

 

She then put her head back on the pillow. She remembered the last time she had slept in the same bed as her father.

 

=======

 

It was the night of her high school prom. It was coincidentally a few nights after her eighteenth birthday, so she was doing a little extra celebrating. After the prom, she had decided that she was going to add some spice and finally give in and allow her boyfriend to have sex with her for the first time. It was also going to be her first time.

 

Looking back, she thought how stupid she was. He was such an ass. After they “did it”, she caught him texting his friends that she finally “put out”. She was pissed. She punched him and called a cab to take her home.

 

She came in the house crying and ran to her room. Gregory knocked on the door and asked if he could come in.

 

She told him to come in.

 

He saw her, still in her clothes, lying on the bed. He asked, “Are you OK?”

 

She couldn’t tell her father what happened, so she didn’t answer. He just sat on the side of the bed and held her hand. She appreciated that he didn’t press.

 

She asked, “Dad, can you sleep with me tonight?”

 

Gregory didn’t say anything. He just crawled into bed and held her until she cried herself to sleep.

 

That morning, there was no mention of the night before. Gregory just told her, “If you want to talk, I’m here for you.”

 

Sophia did get a little bit of satisfaction. The next school day, her now ex-boyfriend showed up with two black eyes from the punch she gave him.

 

He was constantly getting asked who gave him the black eye, but he was too embarrassed to admit it. He wisely avoided Sophia for the remainder of the school year, and Sophia never saw him again.

 

=======

 

By this time, her father had woken up. He looked at her. Strangely, he had that same look on his face as he did that morning after the prom. A mix of love and concern.

 

Finally, he smiled and suggested, “Why don’t we have a shower and then go back to your place for breakfast. I’m sure you don’t want to go out for breakfast with the clothes you have with you.”

 

Sophia nodded and said, “That sounds great.”

 

He pulled himself out of bed and then said, “Great, I’ll go to the bathroom and then you can go and join me in the shower.”

 

Sophia frowned and started to ask, “What do you mean?” but then remembered that her father had picked the shared shower option.

 

She sighed. She thought, “This is going to be a very long weekend.”

 

After a few minutes, he opened the door and said, “I’ll hop in the shower, you can go now.”

 

She pulled herself out of the bed and thought, “Shit, he also chose the ‘watch me going to the bathroom option.’ I really need to trim that list down.”

 

As she sat on the toilet, Gregory peeked around the shower curtain and smiled at her.

 

She turned red in embarrassment.

 

He commented, “You really need to review your options.”

 

She murmured, “I know.”